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Cheap flights from Illinois to Anguilla from $573

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Anguilla departing on 1/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Illinois to Anguilla

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:00 am - 4:36 pmORD-AXA
7h 36m1 stop
American Airlines Logo
5:06 pm - 12:30 amAXA-ORD
9h 24m1 stop
$573American Airlines
Find Deal
Sun, Jan 4 - Thu, Jan 15
American Airlines Logo
5:00 am - 4:36 pmORD-AXA
9h 36m2 stops
American Airlines Logo
5:06 pm - 7:22 amAXA-ORD
16h 16m2 stops
$578American Airlines
Find Deal
Sun, Jan 4 - Thu, Jan 15
American Airlines Logo
7:30 pm - 2:23 pmORD-AXA
16h 53m1 stop
American Airlines Logo
5:06 pm - 12:30 amAXA-ORD
9h 24m1 stop
$598American Airlines
Find Deal
Sun, Feb 1 - Sat, Feb 7
American Airlines Logo
8:56 pm - 2:23 pmORD-AXA
15h 27m2 stops
American Airlines Logo
5:06 pm - 9:05 amAXA-ORD
17h 59m1 stop
$603American Airlines
Find Deal
Sun, Feb 1 - Sat, Feb 7
American Airlines Logo
5:00 am - 4:26 pmORD-AXA
9h 26m1 stop
American Airlines Logo
5:26 pm - 7:24 amAXA-ORD
15h 58m2 stops
$625American Airlines
Find Deal
Sun, Feb 8 - Sun, Feb 15
American Airlines Logo
5:00 am - 4:46 pmORD-AXA
9h 46m1 stop
American Airlines Logo
5:26 pm - 9:02 amAXA-ORD
17h 36m1 stop
$633American Airlines
Find Deal
Wed, Feb 25 - Sun, Mar 1
American Airlines Logo
6:59 pm - 2:20 pmORD-AXA
17h 21m1 stop
American Airlines Logo
5:44 pm - 6:12 amAXA-ORD
14h 28m2 stops
$663American Airlines
Find Deal
Sat, Feb 28 - Sat, Mar 7
American Airlines Logo
5:00 am - 2:20 pmORD-AXA
7h 20m1 stop
American Airlines Logo
4:30 pm - 12:00 pmAXA-ORD
20h 30m1 stop
$680American Airlines
Find Deal
Sun, Mar 1 - Sun, Mar 8
Multiple Airlines Logo
5:00 am - 5:10 pmORD-AXA
10h 10m2 stops
Multiple Airlines Logo
10:30 am - 11:13 pmAXA-ORD
14h 43m2 stops
$899Multiple Airlines
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Sat, Nov 22 - Fri, Nov 28
Multiple Airlines Logo
5:00 am - 5:10 pmORD-AXA
10h 10m2 stops
Multiple Airlines Logo
10:30 am - 11:13 pmAXA-ORD
14h 43m2 stops
$920Multiple Airlines
Find Deal
Sat, Nov 22 - Fri, Nov 28

American Airlines flights from Illinois to Anguilla

Our best American Airlines deals on Illinois to Anguilla flight tickets
American Airlines
Jan 4
ORD7:00 amChicago O'Hare Intl
7h 36m
1 stop
AXA4:36 pmThe Valley Wallblake Intl
Jan 15
AXA5:06 pmThe Valley Wallblake Intl
9h 24m
1 stop
ORD12:30 amChicago O'Hare Intl
$573
Find similar
American Airlines
Jan 4
ORD5:00 amChicago O'Hare Intl
9h 36m
2 stops
AXA4:36 pmThe Valley Wallblake Intl
Jan 15
AXA5:06 pmThe Valley Wallblake Intl
16h 16m
2 stops
ORD7:22 amChicago O'Hare Intl
$578
Find similar
American Airlines
Feb 1
ORD7:30 pmChicago O'Hare Intl
16h 53m
1 stop
AXA2:23 pmThe Valley Wallblake Intl
Feb 7
AXA5:06 pmThe Valley Wallblake Intl
9h 24m
1 stop
ORD12:30 amChicago O'Hare Intl
$598
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Anguilla that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 10, 2025.
Use the filters below to find and compare flights from Illinois to Anguilla that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sun 1/4

7:00 am-4:36 pm

1 stop7h 36m

The Valley Wallblake Intl

Thu 1/15

5:06 pm-12:30 am

1 stop9h 24m

$573

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sun 1/4

5:00 am-4:36 pm

2 stops9h 36m

The Valley Wallblake Intl

Thu 1/15

5:06 pm-7:22 am

2 stops16h 16m

$578

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sun 2/1

7:30 pm-2:23 pm

1 stop16h 53m

The Valley Wallblake Intl

Sat 2/7

5:06 pm-12:30 am

1 stop9h 24m

$598

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sun 2/1

8:56 pm-2:23 pm

2 stops15h 27m

The Valley Wallblake Intl

Sat 2/7

5:06 pm-9:05 am

1 stop17h 59m

$603

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sun 2/8

5:00 am-4:26 pm

1 stop9h 26m

The Valley Wallblake Intl

Sun 2/15

5:26 pm-7:24 am

2 stops15h 58m

$625

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Wed 2/25

5:00 am-4:46 pm

1 stop9h 46m

The Valley Wallblake Intl

Sun 3/1

5:26 pm-9:02 am

1 stop17h 36m

$633

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sat 2/28

6:59 pm-2:20 pm

1 stop17h 21m

The Valley Wallblake Intl

Sat 3/7

5:44 pm-6:12 am

2 stops14h 28m

$663

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sun 3/1

5:00 am-2:20 pm

1 stop7h 20m

The Valley Wallblake Intl

Sun 3/8

4:30 pm-12:00 pm

1 stop20h 30m

$680

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sat 11/22

5:00 am-5:10 pm

2 stops10h 10m

The Valley Wallblake Intl

Fri 11/28

10:30 am-11:13 pm

2 stops14h 43m

$899

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sat 11/22

5:00 am-5:10 pm

2 stops10h 10m

The Valley Wallblake Intl

Fri 11/28

10:30 am-11:13 pm

2 stops14h 43m

$920

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Anguilla from

How to get the cheapest flight ticket from Illinois to Anguilla

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Anguilla?

The cheapest day to depart from Illinois to Anguilla is on a Friday when prices can be found for as low as $650. The most expensive day to fly to Anguilla is Saturday, with ticket prices averaging around $990.

What is the cheapest time of day to depart on your flight to Anguilla?

Flying to Anguilla from Illinois in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $607 when looking at flights departing in the afternoon. Flights in the morning are often more expensive with an average ticket price of $759.

Cheap Illinois to Anguilla flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Anguilla

Direct flights

None
There are no direct flights from Illinois to Anguilla. There are no popular flight routes from Illinois to Anguilla.
Search flight deals

  • When did momondo last update prices for flights from Illinois to Anguilla?

    Prices for flights from Illinois to Anguilla refresh daily.

  • How many operators does momondo search for flights from Illinois to Anguilla?

  • How old do you have to be to fly from Illinois to Anguilla?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Anguilla.

  • What documentation or ID do you need to fly to Anguilla?

    The required travel and health documents for your Anguilla trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Anguilla. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Illinois to Anguilla

Compare and see reviews for airlines that fly from Illinois to Anguilla with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $602Free CancellationRating
7.2
11,047 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Anguilla?

It is quick and easy to find Illinois to Anguilla flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Anguilla that suits you.

Can I find flights from Illinois to Anguilla with flexible booking policies on momondo?

All flight searches from Illinois to Anguilla on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Illinois to Anguilla?

momondo provides multiple filters to help you find the best flight to Anguilla from Illinois. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Illinois to Anguilla right now. Can momondo alert me if prices change?

Price alerts on flights to Anguilla from Illinois are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Popular flights according to clicks in the last 7 days on momondo
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